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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011397Generated: October 30, 2026

Hydrochloric Acid → HCID 76798895, compound

https://huagongshe.com/reaction/1011397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant5-fluoro-1,3-dihydro-2H-indol-2-oneHCID 3731012—
ReactantHCID 86618510HCID 86618510—
SolventTetrahydrofuranHCID 8028—
ProductHCID 76798895HCID 7679889568%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 5-fluoro-1,3-dihydro-indol-2-one (1.44 g, 9.54 mmol.) in THF (10 mL) is cooled to 0° C. under an argon atmosphere and treated with a solution of lithium bis(trimethylsilyl)amide (19 mL of a 1 M solution in THF, 19.0 mmol) dropwise. The resulting solution is stirred at 0° C. for 10 min and warmed room temperature. A solution of 6,7-dichloro-1H-furo[3,4-c]pyridin-3-one (1.28 g, 6.27 mmol) in THF (9 mL) is added dropwise to the reaction mixture. The resulting solution is stirred at room temperature for 4 h and the reaction mixture is then poured into aqueous 10% HCl solution (200 mL). The resulting mixture is heated to 90° C. for 2 h and stirred at room temperature for 36 h. The precipitate which formed is collected by filtration, washed with small volumes of ethyl acetate (10×3 mL) and dried under vacuum to give the title compound as a yellow solid (1.43 g, 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977351B2
Source datasetuspto-grants-2011_07
ORD IDord-2f72300264f94d2e8c12e35509a60194
Source noteuspto-grants-2011_07